Palladium(II)-catalyzed three-component coupling reaction initiated by acetoxypalladation of alkynes: an efficient route to gamma,delta-unsaturated carbonyls.Org Lett. 2002 Oct 31; 4(22):3903-6.OL
Abstract
[formula: see text] A divalent palladium-catalyzed coupling reaction of electron-deficient alkynes and acrolein or MVK (methyl vinyl ketone) was developed. The reaction provides an efficient method to synthesize gamma,delta-unsaturated carbonyls. A mechanism involving acetoxypalladation of alkyne, followed by insertion of alkene and protonolysis of the C-Pd bond, is proposed. The protonolysis of the carbon-palladium bond with the assistance of bidentate nitrogen containing ligands is the key step in this tandem reaction.
Pub Type(s)
Journal Article
Language
eng
PubMed ID
12599488
Citation
Zhao, Ligang, and Xiyan Lu. "Palladium(II)-catalyzed Three-component Coupling Reaction Initiated By Acetoxypalladation of Alkynes: an Efficient Route to Gamma,delta-unsaturated Carbonyls." Organic Letters, vol. 4, no. 22, 2002, pp. 3903-6.
Zhao L, Lu X. Palladium(II)-catalyzed three-component coupling reaction initiated by acetoxypalladation of alkynes: an efficient route to gamma,delta-unsaturated carbonyls. Org Lett. 2002;4(22):3903-6.
Zhao, L., & Lu, X. (2002). Palladium(II)-catalyzed three-component coupling reaction initiated by acetoxypalladation of alkynes: an efficient route to gamma,delta-unsaturated carbonyls. Organic Letters, 4(22), 3903-6.
Zhao L, Lu X. Palladium(II)-catalyzed Three-component Coupling Reaction Initiated By Acetoxypalladation of Alkynes: an Efficient Route to Gamma,delta-unsaturated Carbonyls. Org Lett. 2002 Oct 31;4(22):3903-6. PubMed PMID: 12599488.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR
T1 - Palladium(II)-catalyzed three-component coupling reaction initiated by acetoxypalladation of alkynes: an efficient route to gamma,delta-unsaturated carbonyls.
AU - Zhao,Ligang,
AU - Lu,Xiyan,
PY - 2003/2/26/pubmed
PY - 2003/2/26/medline
PY - 2003/2/26/entrez
SP - 3903
EP - 6
JF - Organic letters
JO - Org Lett
VL - 4
IS - 22
N2 - [formula: see text] A divalent palladium-catalyzed coupling reaction of electron-deficient alkynes and acrolein or MVK (methyl vinyl ketone) was developed. The reaction provides an efficient method to synthesize gamma,delta-unsaturated carbonyls. A mechanism involving acetoxypalladation of alkyne, followed by insertion of alkene and protonolysis of the C-Pd bond, is proposed. The protonolysis of the carbon-palladium bond with the assistance of bidentate nitrogen containing ligands is the key step in this tandem reaction.
SN - 1523-7060
UR - https://www.unboundmedicine.com/medline/citation/12599488/Palladium_II__catalyzed_three_component_coupling_reaction_initiated_by_acetoxypalladation_of_alkynes:_an_efficient_route_to_gammadelta_unsaturated_carbonyls_
DB - PRIME
DP - Unbound Medicine
ER -